HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1-Dimethylethyl 5-amino-1H-indazole-1-carboxylate → tert-butyl 5-(6-acetoxy-7-methoxy-2-(3-nitrophenyl)-quinazolin-4-ylamino)-1H-indazole-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1-Dimethylethyl 5-amino-1H-indazole-1-carboxylate | HCID 19800556 | — |
| Reactant | HCID 59361875 | HCID 59361875 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | tert-butyl 5-(6-acetoxy-7-methoxy-2-(3-nitrophenyl)-quinazolin-4-ylamino)-1H-indazole-1-carboxylate | HCID 66826043 | — |
Reaction Steps
A mixture of 4-chloro-7-methoxy-2-(3-nitrophenyl)quinazolin-6-yl acetate (1.60 g, 4.23 mmol) and tert-butyl 5-amino-1H-indazole-1-carboxylate (1.0 g, 4.28 mmol) were refluxed in anhydrous iso-propanol (60 mL) for 5 h. The mixture was allowed to cool to RT, upon which the solid was collected via filtration and was washed with Et2O to give tert-butyl 5-(6-acetoxy-7-methoxy-2-(3-nitrophenyl)quinazolin-4-ylamino)-1H-indazole-1-carboxylate. (2.2 g, 4.23 mmol, 100%). HPLC retention time=7.75 mins.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09440961B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-cae12b704afd4d3bac020dfbbf65ec43 |
| Source note | uspto-grants-2016_09 |